10553-78-3

Basic information

• Product Name: S-(2-chloro-2-oxoethyl) ethanethioate
• Synonyms: S-(2-chloro-2-oxoethyl) ethanethioate;Thioacetic acid S-(2-chloro-2-oxoethyl) ester;Einecs 234-141-6;Ethanethioic acid, S-(2-chloro-2-oxoethyl) ester
• CAS NO: 10553-78-3
• Molecular Formula: C₄H₅ClO₂S
• Molecular Weight: 152.5993
• EINECS: 234-141-6
• Mol File: 10553-78-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 180.2°Cat760mmHg
• Flash Point: 62.8°C
• Appearance: /
• Density: 1.336g/cm³
• Vapor Pressure: 0.908mmHg at 25°C
• Refractive Index: 1.498
• CAS DataBase Reference: S-(2-chloro-2-oxoethyl) ethanethioate(CAS DataBase Reference)
• NIST Chemistry Reference: S-(2-chloro-2-oxoethyl) ethanethioate(10553-78-3)
• EPA Substance Registry System: S-(2-chloro-2-oxoethyl) ethanethioate(10553-78-3)

Safety Data

• Hazardous Substances Data: 10553-78-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H5ClO2S/c1-3(6)8-2-4(5)7/h2H2,1H3

Upstream product

• 463-51-4 Ketene 
• 6405-82-9 acetyl-chloro-sulfane 
• 1190-93-8 (Acetylthio)acetic acid 
• 68-11-1 mercaptoacetic acid 
• 75-36-5 acetyl chloride 

Downstream Products

• 63123-39-7 acetylmercapto-acetic acid benzothiazol-2-ylamide 
• 859737-66-9 N-(acetylsulfanyl-acetyl)-N'-phenyl-urea 
• 60700-15-4 3-acetyl-(3H,5H)-tetrahydrothiophene-2,4-dione 
• 72370-26-4 2-(acetylthio)acetamide 
• 1075221-64-5 rac-methyl 3-{[(acetylsulfanyl)acetyl]amino}-3-(4-{[(tert-butoxycarbonyl)amino]methyl}phenyl)-2,2-difluoropropionate 
• 1075221-63-4 rac-ethyl 3-{[(acetylsulfanyl)acetyl]amino}-3-(4-{[(tert-butoxycarbonyl)amino]methyl}phenyl)-2,2-difluoropropionate 
• 1075221-76-9 rac-3-amino-3-[4-(aminomethyl)phenyl]-2,2-difluoropropionic acid hydrochloride 
• 1075278-52-2 rac-3-[4-(aminomethyl)phenyl]-3-[({[({1-[4-(aminomethyl)phenyl]-2-carboxy-2,2-difluoroethyl}carbamoyl)methyl]disulfanyl}acetyl)amino]-2,2-difluoropropionic acid 
• 1256281-38-5 C₁₆H₁₅N₃O₂S 

Relevant articles and documents

SYNTHESIS OF 3-KETOTHIOPHANE DERIVATIVES

-

Design, Synthesis, and Antifungal Activities of 3-Acyl Thiotetronic Acid Derivatives: New Fatty Acid Synthase Inhibitors

Emerging fungal phytodiseases are increasingly becoming a food security threat. Twenty-six new 3-acylthiotetronic acid derivatives were designed, synthesized, characterized, and evaluated for activities against Valsa Mali, Curvularia lunata, Fusarium graminearum, and Fusarium oxysporum f. sp. lycopersici. Among the 26 compounds, 6f was the most effective against V. Mali, C. lunata, F. graminearum, and F. oxysporum f. sp. lycopersici with median effective concentrations (EC50) of 4.1, 3.1, 3.6, and 4.1 μg/mL, respectively, while the corresponding EC50 were 0.14, 6.7, 22.4, and 4.3 μg/mL of the fungicide azoxystrobin; 4.2, 41.7, 0.42, and 0.12 μg/mL of the fungicide carbendazim; and >50, 0.19, 0.43, and BS > 50 μg/mL of the fungicide fluopyram. The inhibitory potency against V. Mali fatty acid synthase agreed well with the in vitro antifungal activity. The molecular docking suggested that the 3-acylthiotetronic acid derivatives targeted the C171Q KasA complex. The findings help understanding the mode of action and design and synthesis of novel potent fungicides.

Synthesis of α,α-difluoro-β-amino esters or gem-difluoro-β-lactams as potential metallocarboxypeptidase inhibitors

The synthesis of gem-difluorinated β-lactams and gem-difluorinated β-amino acids, each possessing a potential basic functional group, from ethyl bromodifluoroacetate and either imines (for β-lactams) or N-(α-aminoalkyl)benzotriazoles (for β-amino esters) was investigated. A series of these compounds were used for the design of novel metallocarboxypeptidase inhibitors. N-Alkylation and N-acylation of these two versatile scaffolds were carried out, leading to the expected targets in moderate to good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.